Certain Songs Won't Copy to iPod

I have been searching thru all the posts here and I havent found a problem quite like mine so here goes.

I've been downloading mashups off the internet and they play fine in iTunes.They are normal length and in .mp3 format.but for some reason the songs wont import into the iPod. Not even the playlist its in. Its like it doesnt recognize it or something.

When you drag the songs to the iPod, does it show that they are copying?

Well, in fact, i cant drag ANY songs to the iPod directly or as it shows up in the play list. i can drag any song to any playlist in the iTunes library. but when i bring the song over to the iPod icon the song just greys out.

Also, try viewing the iPod's library through iTunes. Does it show that they transferred.

No, the playlists and songs in question do not appear in the iPod Library.all other songs are working properly.

Finally, try converting to AAC through iTunes. Right click and go to convert selection to AAC.

i have selected a song and converted it to AAC then updated the iPod but that didn't work. Also, some of the songs wont convert to AAC, the "convert to AAC" is just greyed out.

Well i think the solution was to convert the songs to AAC.I selected about 40 songs and selected "convert selection to AAC"from the pull down menu. And after the computer converted the songs I hit Update iPod and the songs copied over. so great.The only problem in that they didnt copy over under the playlistthey were under in iTunes. So that tells me that there are TWOversions of the songs on my hard drive. the AAC version and the orginal mp3 version. now i just have to figure out how to get the songs in a playlist.

thanks for the help. and any other suggestions please send them my way.

btw, you were right about the manual update. I wasnt actually doing it.I switched over to the manual update from the preferrences menu.and i could copy the playlist but not the contents. go figure.

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